Used 2025 Toyota Highlander for Sale nearOregon, WI
119 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,599
- Stock #:
- XP21799
- VIN:
- 5TDKDRAH6RS534037
Sponsored by Elgin Toyota
2024 Toyota Highlander
LE FWD
52,599 mi
Streamwood, IL
87 mi away
Fair Deal
$31,358
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,363
- Stock #:
- 3P26072
- VIN:
- 5TDKDRBHXRS575351
Sponsored Listing
2024 Toyota Highlander
XLE AWD
22,363 mi
Boscobel, WI
68 mi away
Fair Deal
$43,954
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,643
- Stock #:
- 26P6-34
- VIN:
- 5TDKDRBH9RS564681
Sponsored Listing
2024 Toyota Highlander
LE AWD
1,643 mi
Dekalb, IL
76 mi away
Fair Deal
$40,366
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,857
- Stock #:
- 29929A
- VIN:
- 5TDKDRBH0RS551723
New arrival
2024 Toyota Highlander
29,857 mi
Brookfield, WI
63 mi away
Great Deal
$41,012
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,659
- Stock #:
- P25-1937
- VIN:
- 5TDKDRBH6RS535025
2024 Toyota Highlander
XLE AWD
61,659 mi
Janesville, WI
25 mi away
Good Deal
$36,411
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,847
- Stock #:
- K20405A
- VIN:
- 5TDKDRBH1RS554145
New arrival
2024 Toyota Highlander
LE AWD
20,847 mi
Waukegan, IL
86 mi away
Fair Deal
$36,956
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 8,056
- Stock #:
- TS601793
- VIN:
- 5TDKDRBHXTS601793
2026 Toyota Highlander
XLE AWD
8,056 mi
Crystal Lake, IL
73 mi away
Great Deal
$44,254
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,703
- Stock #:
- G94196
- VIN:
- 5TDKDRBH8SS575984
Price drop
-$1,355
2025 Toyota Highlander
XSE AWD
28,703 mi
West Allis, WI
68 mi away
Great Deal
$40,332
$39,376
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,140
- Stock #:
- 15134A
- VIN:
- 5TDKDRBH0RS543606
New arrival
2024 Toyota Highlander
XLE AWD
25,140 mi
Elgin, IL
85 mi away
Fair Deal
$42,002
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,133
- Stock #:
- 93911A
- VIN:
- 5TDKDRBH7RS538080
2024 Toyota Highlander
LE AWD
72,133 mi
West Allis, WI
68 mi away
Great Deal
$29,343
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 54,509
- Stock #:
- P21654
- VIN:
- 5TDKDRBH3RS571903
Preparing for a close up...
Photos coming soon
2024 Toyota Highlander
XLE AWD
54,509 mi
Streamwood, IL
87 mi away
Good Deal
$35,858
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,400
- Stock #:
- 939094
- VIN:
- 5TDKDRAHXRS539094
2024 Toyota Highlander
XLE FWD
29,400 mi
Home delivery from Bloomington, IL
Price includes $258 shipping
Good Deal
$38,526
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,758
- Stock #:
- G94171
- VIN:
- 5TDKDRBH0SS582167
2025 Toyota Highlander
XSE AWD
26,758 mi
West Allis, WI
68 mi away
Great Deal
$39,899
CarGurus Analysis:
2025 Toyota Highlander
With 1,772 currently listed for sale and an average price of $41,815.00, 33.6% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
91.7% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander continues to impress with its spacious and comfortable interior, excellent safety ratings, and available hybrid models, making it a practical choice for families.
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,106
- Stock #:
- P21705
- VIN:
- 5TDKDRBH4RS536304
2024 Toyota Highlander
XLE AWD
39,106 mi
Streamwood, IL
87 mi away
Good Deal
$38,358
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,825
- Stock #:
- S576363
- VIN:
- 5TDKDRBH3SS576363
2025 Toyota Highlander
XSE AWD
27,825 mi
Home delivery from Defiance, OH
Price includes $562 shipping
Great Deal
$41,134
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,374
- Stock #:
- 13GB0124P
- VIN:
- 5TDKDRBH2SS583448
2025 Toyota Highlander
XSE AWD
32,374 mi
Home delivery from Burnsville, MN
Price includes $346 shipping
Good Deal
$41,596
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,115
- Stock #:
- 13GB0138P
- VIN:
- 5TDKDRBH4SS578025
2025 Toyota Highlander
XSE AWD
36,115 mi
Home delivery from Burnsville, MN
Price includes $346 shipping
Great Deal
$40,196
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 50,121
- Stock #:
- P21475
- VIN:
- 5TDKDRBH3RS550954
2024 Toyota Highlander
LE AWD
50,121 mi
Streamwood, IL
87 mi away
Good Deal
$31,158
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,572
- Stock #:
- TW306092A
- VIN:
- 5TDKDRBH8RS547581
2024 Toyota Highlander
Limited AWD
34,572 mi
Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal
$39,798
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,496
- Stock #:
- P21482
- VIN:
- 5TDKDRBHXRS535688
2024 Toyota Highlander
LE AWD
55,496 mi
Streamwood, IL
87 mi away
Good Deal
$30,358
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,762
- Stock #:
- P21557
- VIN:
- 5TDKDRBH5RS552821
2024 Toyota Highlander
XLE AWD
39,762 mi
Streamwood, IL
87 mi away
Good Deal
$37,358
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 16,035
- Stock #:
- 29009561
- VIN:
- 5TDKDRAH3RS545531
New arrival
2024 Toyota Highlander
XLE FWD
16,035 mi
Store transfer to Madison, WI
Price includes $999 shipping
Fair Deal
$42,997
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 45,938
- Stock #:
- XP21817
- VIN:
- 5TDKDRBH1RS551925
Sponsored Listing
2024 Toyota Highlander
LE AWD
45,938 mi
Streamwood, IL
87 mi away
Fair Deal
$32,558
CarGurus Analysis: 2025 Toyota Highlander
Summary
With 1,772 currently listed for sale and an average price of $41,815.00, 33.6% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
91.7% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander continues to impress with its spacious and comfortable interior, excellent safety ratings, and available hybrid models, making it a practical choice for families.
Why it stands out
The 2025 Toyota Highlander stands out in the crowded midsize SUV market due to its blend of reliability, comfort, and practicality. With a spacious interior that can accommodate up to seven passengers, it is designed for families who prioritize comfort and safety. The Highlander has a strong reputation for reliability, which is reflected in its high accident-free percentage of 91.7%. Additionally, the availability of hybrid models offers buyers an eco-friendly option without sacrificing performance. While it may not be the most exciting vehicle to drive, its smooth ride and quiet cabin make it a favorite among those looking for a dependable family vehicle. The Highlander's consistent positive reviews highlight its upscale features and versatility, making it a solid investment for long-term use.
Other model years to consider
- Average price: $39,125.00
- Good/great deal percentage: 34.0%
- User rating: 5 / 5
- Total listings: 3,719
- Average price: $36,026.00
- Good/great deal percentage: 34.3%
- User rating: 4.75 / 5
- Total listings: 4,322
- Average price: $30,397.00
- Good/great deal percentage: 34.5%
- User rating: 4.86 / 5
- Total listings: 3,221
This analysis is based on CarGurus' proprietary market data from July 20, 2026, CarGurus experts' opinions, and generative AI.
2025 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $40,320 |
| Limited FWD | $47,575 |
| Limited AWD | $49,525 |
| LE AWD | $41,920 |
| Platinum AWD | $52,725 |
| XSE AWD | $47,140 |
| XLE AWD | $45,070 |
| XLE FWD | $43,470 |
2025 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$41,830
0.1%
2025 Toyota Highlander
Index Price
$29,094
0.7%
All used vehicles
2025 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Price in Dallas: The city of Dallas, TX has the highest average price at $49,132, indicating strong demand and possibly lower inventory.
- Lowest Price in Chicago: Conversely, Chicago, IL offers the lowest average price at $37,758, suggesting a more competitive market or higher inventory levels.
- Inventory Variation: Cities like Boston, MA (167 listings) and New York, NY (120 listings) have significant inventory, which may contribute to more stable pricing around the national average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Dallas, TX | 108 | $49,132 |
| Philadelphia, PA | 106 | $39,460 |
| New York, NY | 120 | $38,282 |
| Los Angeles, CA | 120 | $38,481 |
| Chicago, IL | 85 | $37,758 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim leads with 3,145 listings, reflecting strong consumer preference for this configuration.
- Price Range Across Trims: The Limited AWD trim has the highest MSRP at $49,525, while the LE FWD trim is the most affordable at $40,320, indicating a significant price spread of $9,205 between the base and premium trims.
- AWD vs. FWD Demand: AWD trims, such as XLE AWD and Limited AWD, are more prevalent, suggesting a higher demand for all-weather capability.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3145 | $45,070 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 1387 | $43,470 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 1214 | $49,525 | AWD | 2.4L 265 hp I4 |
| LE FWD | 737 | $40,320 | FWD | 2.4L 265 hp I4 |
| XSE AWD | 703 | $47,140 | AWD | 2.4L 265 hp I4 |
| LE AWD | 684 | $41,920 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 549 | $52,725 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 368 | $47,575 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Toyota Highlander is priced at $52,195, which is approximately 12.5% above its MSRP, indicating strong demand for the latest model.
- Depreciation Trends: The 2019 Highlander shows a significant depreciation of -23.8% compared to its original MSRP, reflecting typical market behavior for older models.
- Best Value Years: The 2022 Highlander is priced at $33,752, only -6.1% below its MSRP, making it a compelling option for buyers seeking value without sacrificing recency.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $52,195 | +12.5% |
| 2024 | $39,270 | $39,217 | -0.1% |
| 2023 | $36,620 | $36,118 | -1.4% |
| 2022 | $35,855 | $33,752 | -6.1% |
| 2021 | $35,085 | $30,794 | -12.2% |
| 2020 | $34,600 | $28,502 | -17.7% |
| 2019 | $31,830 | $24,243 | -23.8% |
| 2018 | $31,230 | $22,413 | -28.2% |
| 2017 | $30,630 | $21,000 | -31.7% |
| 2016 | $30,490 | $18,750 | -38.5% |
| 2015 | $29,765 | $17,256 | -42.3% |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2025 Toyota Highlander cost in Oregon, WI?
The average 2025 Toyota Highlander costs about $41,830.15. The average price has increased by 6% since last year. The 61 for sale near Oregon, WI on CarGurus, range from $30,532 to $54,998 in price.
How many 2025 Toyota Highlander vehicles in Oregon, WI have no reported accidents or damage?
61 out of 61 for sale near Oregon, WI have no reported accidents or damage.
What is the fuel economy of the 2025 Toyota Highlander?
Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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